Recessionista Fashionista: Top 10 Dress & Boot Combos For Fall

Keeping up with the latest fashion trends can be pretty overwhelming, but thankfully, one of the golden rules of classic good looks is: Simple is always better. The A-list actress above, Naomi Watts, has beautiful simplicity down and she looks expensive. But, you know what else simple usually is? Cheaper!

Autumn is on its way and one of our favorite, always stylish looks for fall is a pretty dress and some statement boots. We’ve rounded up ten of our favorite dress and boot combos perfect for all different occasions–and all under $250!

Naomi Watt’s Clean & Chic look:

Look:Work it Out

Don’t let your dreary nine-to-five schedule and paycheck-to-paycheck living get in the way of looking red-hot at work! Red is the color of confidence and the bow-accent lends a little daytime drama. These Aerosole boots might look simple, but they are amazingly comfortable and perfect if you are constantly “on your toes.”

Usually, a dinner party isn’t as formal as a regular night out, but you still have to wear something cute and make sure your shoes are comfortable enough in case you have to stand around cradling a glass of wine. The open swing of this dress keeps you from looking giant after a huge meal and these delightful little Born booties are so very Victorian glam.

We love to spend our late Saturday mornings shopping for greats deals at malls, on our favorite retail-oriented streets, and at swap meets. Shopping is almost like a sport, so dress accordingly. An animal print maxi is totally forgiving while still being stylish and these fringe Minnetonka’s are great walking shoes.

Having tea at a garden party or for a walk through the park? This look is young, fresh, and feminine. The green weathered lace-up boots add a little bit of edge and you won’t be afraid of getting them a little dirty.

Meeting your friends for an early morning brunch, but don’t have the energy to think about your outfit? This brown striped maxi and brown cowboy booties are an ideal way of looking cute while virtually being in your nightdress.

Going for first date drinks after work? This black wrap dress is sexy while still staying modest and these playful cream booties add a little bit of edge to show that you are fun, but shouldn’t be “messed with.”

Another perk? The heels on the booties are really low, so they add height, but not so much height that your heels plus a couple of glasses of vino will send you face first into some bushes.

Looking for the perfect understated day-to-day look for class? This denim dress can be mixed and matched with so many accessories and these brown boots are super cool, but very practical. This smart combo is a total A+.

Ahh, that special third date where women around the world decide if they are going to go to, ahem, third base with their date. You want to look cute and classy, but add a little sex appeal to get the process going.

That’s why this high-necked, girlie, but short dress looks innocently hot with these knee-high wedge boots.